ChemicalBook--->CAS DataBase List--->73030-71-4

73030-71-4

73030-71-4 Structure

73030-71-4 Structure
IdentificationBack Directory
[Name]

Atractylenolide III
[CAS]

73030-71-4
[Synonyms]

ICodonolactone
ATRACTYLENOLIDE
Atracylenolide III
ATRACTYLENOLIDE III
8-HYDROXYASTEROLIDE
Atractylenolide beta
Atractylenolide III, BR
Atractylenolide III USP/EP/BP
Atractylenolide III (ICodonolactone
Atractylenolide III000000, 98%, from Atractylodes macrocephala Koidz.
(4aS,8aR,9aS)-9a-Hydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzoxol-2-one
(4aS)-4a,5,6,7,8,8a,9,9a-Octahydro-9aβ-hydroxy-3,8aβ-dimethyl-5-methylenenaphtho[2,3-b]furan-2(4H)-one
Naphtho[2,3-b]furan-2(4H)-one,4a,5,6,7,8,8a,9,9a-octahydro-9a-hydroxy-3,8a-dimethyl-5-methylene-,(4aS,8aR,9aS)-
[Molecular Formula]

C15H20O3
[MDL Number]

MFCD00238543
[MOL File]

73030-71-4.mol
[Molecular Weight]

248.32
Chemical PropertiesBack Directory
[Melting point ]

166-169 °C(Solv: chloroform (67-66-3))
[Boiling point ]

424.6±45.0 °C(Predicted)
[density ]

1.18±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

methanol: soluble1mg/mL, clear, colorless
[form ]

powder or crystals
[pka]

10.73±0.60(Predicted)
[color ]

white to off-white
[biological source]

Atractylodes macrocephala Koidz.
[InChI]

InChI=1S/C15H20O3/c1-9-5-4-6-14(3)8-15(17)12(7-11(9)14)10(2)13(16)18-15/h11,17H,1,4-8H2,2-3H3/t11-,14+,15-/m0/s1
[InChIKey]

FBMORZZOJSDNRQ-GLQYFDAESA-N
[SMILES]

O1C(=O)C(C)=C2C[C@]3([H])[C@@](C)(C[C@]12O)CCCC3=C
Safety DataBack Directory
[WGK Germany ]

3
[Hazardous Substances Data]

73030-71-4(Hazardous Substances Data)
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Atractylodes macrocephala Koidz.
[Uses]

Atractylenolide III enhances energy metabolism by increasing the SIRT-1 and PGC1α expression.
[Definition]

ChEBI: Atractylenolide III is a naphthofuran. It has a role as a metabolite.
[Biological Activity]

Atractylenolide III possesses anti-inflammatory and anticancer properties.
[in vivo]

Atractylenolide III (5 and 10 mg/kg, p.o.) shows gastroprotective effects and reduces 70% ethanol-induced gastric ulcer in rats[2].
Atractylenolide III (30 mg/kg, oral gavage for 14 days or 28 days) reduces depressive- and anxiogenic-like behaviors in rat depression models in Lipopolysaccharide (LPS) (HY-D1056) and chronic unpredictable mild stress (CUMS) induced rat depression model[5].

Animal Model:70% ethanol-induced gastric ulcers in rats[2]
Dosage:5 and 10 mg/kg
Administration:p.o.
Result:Inhibited gastric ulcer formation and the necrotic erosion of gastric mucosa.
Downregulated the MMP-2/9 expression by activating the TIMP-2 and TIMP-1 expressions.
Spectrum DetailBack Directory
[Spectrum Detail]

Atractylenolide III(73030-71-4)1HNMR
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